5289-18-9Relevant articles and documents
Regioselective Decarboxylative Cycloaddition Route to Fully Substituted 3-CF3-Pyrazoles from Nitrilimines and Isoxazolidinediones
Tian, Yu-Chen,Li, Jun-Kuan,Zhang, Fa-Guang,Ma, Jun-An
supporting information, p. 2093 - 2097 (2021/03/15)
1,4-Diaryl-5-carboxamido substituted 3-trifluoromethylpyrazoles are obtained with exclusive regioselectivity under transition-metal-free conditions. This decarboxylative [3+2] cycloaddition protocol was enabled by employing trifluoromethyl nitrilimines as 1,3-dipoles, and isoxazolidinediones as CO2-masked alkynyl dipolarophiles. The applicability of this method is further manifested by its compatibility with difluoromethyl, alkyl, aryl, and heteroaryl nitrilimines, as well as the preparation of 4-carboxylic amido analogue of drug Celebrex. (Figure presented.).
Potassium Acetate-Catalyzed Double Decarboxylative Transannulation to Access Highly Functionalized Pyrroles
Jia, Chunman,Li, Jun-Kuan,Ma, Jun-An,Tian, Yu-Chen,Xue, Xiao-Song,Zhang, Fa-Guang,Zhou, Biying
, p. 9585 - 9590 (2020/12/21)
The development of new synthetic strategies for the efficient construction of versatile pyrrole pharmacores, especially in an operationally simple and environmentally benign fashion, still remains a momentous yet challenging goal. Here, we report a KOAc-catalyzed double decarboxylative transannulation between readily accessible oxazolones and isoxazolidinediones. This transformation represents a new way for skeletal remodeling by utilizing CO2 moiety as traceless activating and directing groups in both reaction partners. The synthetic value is evidenced by the rapid preparation of a broad spectrum of highly functionalized 3-carbamoyl-4-aryl pyrroles in good to excellent yields with exclusive regio-control, including the important Atorvastatin core.
